Nickel-catalyzed [4+2+2]-type annulation reaction of cyclobutanones with diynes and enynes

Nickel-catalyzed [4+2+2]-type annulation reaction of cyclobutanones with diynes and enynes
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DOI:
10.1246/bcsj.81.885
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发表时间:
2008-07-15
影响因子:
4
通讯作者:
Murakami, Masahiro
Murakami, Masahiro
中科院分区:
化学3区
文献类型:
--
作者:
Ashida, Shinji;Murakami, Masahiro

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在镍(0)催化剂存在下,环丁酮与二炔反应生成双环八元环酮。环丁酮在形式的[4+2+2]型环合反应中起到了它的C4单元的作用,该反应通过β-碳消除将其螺环七元氧镍环扩展为九元镍环。烯炔类化合物也发生了类似的环化反应。
In the presence of a nickel(0) catalyst, cyclobutanones reacted with diynes to produce bicyclic eight-membered ring ketones. Cyclobutanones acted its it C4 unit in the formal [4+2+2]-type annulation reaction, which proceeded through a ring-expansion of it spirocyclic seven-membered oxanickelacycle to a nine-membered nickelacycle via beta-carbon elimination. A similar annulation reaction was also examined with enynes.